7) Filipe Luis
After winning La Liga and getting to the final of the Champions League in 2013/14 the left-back was one of Mourinho’s high profile signings along with Cesc Fabregas and Diego Costa last summer. However, the 29-year-old has been unable to dislodge Cesar Azpilicueta from the team and although selling him would sacrifice some squad depth it could be a way of getting a large transfer fee in.